Sulfuric acid magnesium salt (1:1) → Ethyl 2-(morpholin-4-yl)-1,3-thiazole-4-carboxylate

HRID 433758

反応式

HRID 433758 の反応式
[NH2:1][C:2]([N:4]1[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1)=[S:3].Br[CH2:11][C:12](=O)[C:13]([O:15][CH2:16][CH3:17])=[O:14].[O-]S([O-])(=O)=O.[Mg+2]>CC(C)=O>[N:4]1([C:2]2[S:3][CH:11]=[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:1]=2)[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1

参加物

5

反応物 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 66144Ethyl bromopyruvateHCID 23935444-Morpholinecarbothioamide

生成物 1

HCID 15053544Ethyl 2-(morpholin-4-yl)-1,3-thiazole-4-carboxylate収率 55.2%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 1.85 g (12.7 mmol) of 4-((amino)thiocarbonyl)morpholine, 1.59 ml (12.7 mmol) of ethyl bromopyruvate, and excess MgSO4 in 50 ml of acetone was heated at reflux for 2 h. The resulting mixture was allowed to cool, filtered, and concentrated in vacuo. The residue was taken up in chloroform, washed with aqueous NaHCO3, dried over Na2SO4, and concentrated. Silica gel chromatography using 1% methanol in chloroform provided 1.7 g (55%) of the desired compound, Rf 0.70 (ethyl acetate). Mass spectrum: (M+H)+=243.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 2 h
  3. temperatureto cool
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. washwashed with aqueous NaHCO3
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-c3f0a91ebc2b4b92abc09a31eff17f2b
出典データセット
uspto-grants-2003_12
特許番号
US06667404B2

関連ノート

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